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Win Jobs in Florida (NOW HIRING)

Alpine Legacy Group

Sales Professional

Dade City, FL · On-site

$70K - $85K/yr

Join the Alpine Legacy Group Win Big. Lead Boldly. Leave a Legacy. At Alpine Legacy Group, we do more than provide supplemental insurance -- we develop people. We help protect families, grow leaders ...

Alpine Legacy Group

Sales Professional

Lutz, FL · On-site

$70K - $85K/yr

Join the Alpine Legacy Group Win Big. Lead Boldly. Leave a Legacy. At Alpine Legacy Group, we do more than provide supplemental insurance -- we develop people. We help protect families, grow leaders ...

1-800-PLUMBER

General Manager / Partner

Winter Haven, FL · On-site

$100K/yr

Here at 1-800-Plumber +Air, we have a Win/Win/Win model. First and foremost, it is important for our customers to win. Meaning, they get the quality of service that they deserve with the Honesty and ...

Alpine Legacy Group

Sales Professional

Punta Gorda, FL · On-site

$70K - $85K/yr

Join the Alpine Legacy Group Win Big. Lead Boldly. Leave a Legacy. At Alpine Legacy Group, we do more than provide supplemental insurance -- we develop people. We help protect families, grow leaders ...

eMed LLC

Sales Analyst & Deal Strategist

Miami, FL · On-site

$116K - $150K/yr

You'll partner directly with Account Executives to develop win plans, own RFP and RFI responses, and ensure every deal is backed by sharp competitive positioning and stakeholder insight. This role is ...

L3HHCM20

Principal Capture Manager

Palm Bay, FL

Recommend win strategies and approaches for differentiation based on demonstrated ability in market and competitive assessment, mission understanding, business deal, potential teaming, price to win ...

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Win information

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How much do win jobs pay per hour?

As of Aug 20, 2026, the average hourly pay for win in Florida is $17.16, according to ZipRecruiter salary data. Most workers in this role earn between $14.57 and $18.51 per hour, depending on experience, location, and employer.

What is a win?

A 'Win' job typically refers to positions related to the Microsoft Windows (Win) operating system, often in IT, technical support, or systems administration. These jobs involve installing, configuring, maintaining, and troubleshooting Windows-based systems in a business or organizational environment. Responsibilities may include managing user accounts, ensuring system security, applying updates, and supporting end-users. Professionals in Win jobs often need strong knowledge of Windows OS, networking, and sometimes scripting or automation skills. Certifications like Microsoft Certified: Windows Server Fundamentals can also be beneficial.

What skills and qualifications are needed to thrive as a win administrator?

To thrive as a Windows (Win) Administrator, you need expertise in Windows Server management, Active Directory, networking fundamentals, and typically a degree in information technology or related field. Familiarity with tools like PowerShell, Hyper-V, Group Policy, and certifications such as Microsoft Certified: Windows Server Fundamentals or MCSA are commonly required. Strong problem-solving skills, attention to detail, and effective communication help administrators proactively manage systems and collaborate across teams. These competencies ensure reliable system performance, security, and efficient IT operations in organizational environments.

What are common challenges faced by professionals in the Windows system administrator role, and how can they be addressed?

As a Windows System Administrator, common challenges include managing system updates and patches without disrupting user productivity, maintaining network security against evolving threats, and troubleshooting unexpected technical issues under tight deadlines. Balancing routine maintenance with urgent support requests can also be demanding. Staying current with the latest Windows technologies and collaborating closely with IT support, security teams, and end-users helps address these challenges and ensures smooth IT operations.

What are the most commonly searched types of Win jobs in Florida?

The most popular types of Win jobs in Florida are:

What are popular job titles related to Win jobs in Florida?

For Win jobs in Florida, the most frequently searched job titles are:

What job categories do people searching Win jobs in Florida look for?

The top searched job categories for Win jobs in Florida are:

What cities in Florida are hiring for Win jobs?

Cities in Florida with the most Win job openings:

Win jobs near you
Infographic showing various Win job openings in Florida as of August 2026, with employment types broken down into 83% Full Time, 16% Part Time, and 1% Contract. Highlights an 89% Physical, 3% Hybrid, and 8% Remote job distribution, with an average salary of $35,695 per year, or $17.2 per hour.

Sales Professional

Alpine Legacy Group

Dade City, FL • On-site

$70K - $85K/yr

Full-time

Medical, Dental, Vision

Posted 18 days ago

Job description

Join the Alpine Legacy Group

Win Big. Lead Boldly. Leave a Legacy.

At Alpine Legacy Group, we do more than provide supplemental insurance — we develop people. We help protect families, grow leaders, and build careers grounded in hard work, integrity, and ownership. We move with intention, aim for excellence, and take pride in every success.

We’re expanding into new markets and looking for self-driven people who want more — more growth, more freedom, and more impact.

The Role

As a Sales Professional, you’ll earn while you learn. Our training is all-in — real field experience, personal mentorship, and hands-on coaching from proven leaders. We’ll teach you the system, sharpen your skills, and push you to become elite.

You’ll own your local territory — building relationships with business owners, running meetings, and helping families secure real financial protection.

What You’ll Do

  • Build a client base through in-person meetings, referrals, and networking.

  • Present, close, and follow through — from first handshake to lifelong client.

  • Use our CRM to track leads, manage activity, and grow your book of business.

  • Stay plugged in with your team and leader — we win together.

  • Set goals, hit them, and raise the bar again.

What It Takes

  • You love to win and hate to lose.

  • Confident, coachable, and relentless.

  • Disciplined with your time and committed to personal growth.

  • Athletic, leadership, or competitive background? That’s a huge plus — our top performers come from that world.

Requirements

  • Clean background check, valid driver’s license, and reliable transportation.

  • Active Health & Life License (or ready to get one — we’ll help and reimburse fees).

  • Bachelor’s degree or solid work experience with a drive to succeed.

Compensation & Perks

  • Weekly draw + uncapped commissions — you control your paycheck.

  • Monthly cash bonuses, quarterly stock shares, and vested renewals.

  • Paid incentive trips for top producers — win your way to elite destinations.

  • Health, dental, and vision benefits after 60 days.

  • Promotions based purely on performance — no waiting in line.

  • A winning culture built on competition, camaraderie, and growth.

Join a team of winners. Build your legacy.
www.alpinelbg.com